Dog Sitting Crestwood
Book a Crestwood dog sitter to watch your dog in your sitter’s home or yours.
Over 140 pet parents in Crestwood have booked dog sitting
Crestwood, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Katie did an amazing job taking care of our fur babies! She was punctual and quick to respond and followed our instructions well! We will definitely be having her take care of our pets in the future!”
“Danny and Jennifer were absolutely amazing with our pups for a really extended (two weeks!!) period of time. They came on time every day, twice a day, and saw to their basic needs, of course—food, water, love, play. But they also picked up after them, straightened the house, took the trash to the curb, kept the pups safe in the dorms, did troubleshooting on an AirTag collar, brought packages inside, gave great Rover cards, and clearly just CARED!!! They were great communicators and went WAY above and beyond in pretty much every possible way. Unsurprisingly, our pups love them! I will do everything I can to work with them again for future vacations!!”
“Misty was great with our Germans. We did a meet and greet a few days before and they were so calm around her and she did great with them while I was out of town. I would definitely recommend her to anyone. Thanks Misty!”
About: Hello! I am 19 years old and currently attend college. I have many years of pet care experience of various different animals since I was in elementary school. I enjoy hanging out and taking care of pets more than anything and I’d love to make sure your animals get genuine care that leaves them with the ability to live a long, happy, and healthy life! When I am home from college during spring break, summer, and winter break, my schedule is moderately flexible. I am able to fit in pet care whenever and have plenty of time to play with and take care of my cats and dogs every day. When I am at your home I will make sure it is a safe environment for the animals and that there is nothing they can be harmed by. I love going on walks at any time of the day as well as playing with the dogs or cats with toys, we can even work on some simple training together! Your pet will be safe, comfortable, happy, and healthy when they are in my care. :)
“Repeat customer, and will continue as long as Heather is willing! She has a peaceful demeanor that pets intuitively appreciate, she's attentive and caring, and managed giving my not-always-cooperative kitty her pill every time. Great communication, above and beyond. Thank you, Heather.”
“Alicia was great with my shy and anxious pup. She also agreed to check in on him last minute. I would definitely recommend her to watch your pups and will be using her services again. Thanks so much!”
“I booked Niki for daily drop in visits to check on my cat while I was away on vacation. She was absolutely fantastic! She sent 3 or more pictures per visit and provided a very robust report card each day. She was very nice and responsive. My cat gets very anxious when left alone and Niki's visits really helped her cope. Based on this initial experience with Rover and with Niki, I will absolutely have Niki care for my cat again in the future.”
“Lauryn is fabulous as a pet sitter! Her calm but fun presence was just what our dogs respond to well! She sent so many great pictures capturing what was happening while we were away. Baxter is not initially warm and friendly and he was cuddling in her lap in no time. She knows animals of all kinds! She handled all their needs including the three times a day medication Baxter needs.”
“Bennett was so great with our two "high energy", playful, cuddly cats! It was clear how much he genuinely enjoyed spending time with them as if they were his own. Was so happy to have found him and would recommend him to anyone looking for a sitter.”
About: Hello! I have had many dogs and cats over the years and love them so much! I am looking forward to meeting and playing with your pup :) I am currently in graduate school for speech pathology at Mizzou. I go on runs/walks daily and am up early! A pup fits seamlessly into my schedule! I love going on walks, playing fetch, and anything else that the fur friend may want to do! We have a fenced in backyard that backs up to a park which makes for the perfect play area!
About: I have had pets and taken care of other's pets for most of my life! I absolutely adore animals of all kinds. I have been house/pet sitting for the last few years on my own but I'm trying to expand my client base and meet new furry friends! I also have lots of experience with cats! A large portion of my clients prefer overnight stays but I am willing to do drop ins as well. I'd love to hear from you soon. I currently work part time and my schedule is pretty flexible. With notice I can make sure I am able to spend plenty of time with your babies! I have done some house sitting before and never had any complaints! I am also very responsive and I will take good care of your pets and your home. No worries!
“Rachel was great with our girls Echo and Clementine! She’s friendly, professional, and followed instructions perfectly. Rachel arrived on time for the drop-in, took plenty of pictures, and ensured the girls were tucked into bed nicely. I will absolutely use Rachel again in the future!”
“My cats were in good hands with Katie checking in on them and spending some time with them as well! She even left some cute treats and toys for them. Katie went above and beyond and also collected my mail while I was out of town. I’ll definitely Italy be reaching back out next time I need a sitter.”
“Claire was incredible! Couldn’t recommend her enough. We didn’t worry about our dog at all when we were out of town because of Claire’s extremely thorough check ins + pictures. She’s extremely personable and our dog loved her!”
About: Hi, I’m Julia! With 6+ years of pet care experience—including two years at a dog daycare and training my own dog from puppyhood—I’m comfortable caring for puppies, seniors, anxious dogs, and any dog in between. I’m certified in both Pet CPR and Pet First Aid, and I will always tailor my care to your dog’s personality and routine. Whether that means stopping to smell every tree on a walk, respecting their space, or playing fetch until they’re happily worn out, your dog’s comfort comes first. Photo updates (and pup cups) are always included! I work part-time (often in the evenings) and have a flexible schedule with several days off per week, giving me plenty of time for walks, drop-in visits, and daytime care! My schedule allows me to be consistent and reliable for your pup. I’m currently fully booked for overnight stays and boarding through the rest of the summer, but I’m happy to help with daytime services in the meantime. I step into your dog’s routine so they feel comfortable and secure when I’m around. I provide calm, in-home care that matches their energy. We’ll play if they’re feeling active, take it slow when they’re not—I will always follow their comfort level! During overnight stays, I stick closely to your pup’s routine and make sure they’re comfortable throughout my visit. I always clean and tidy before leaving, so you come home to both a well cared-for space and dog.
The median cost per visit for dog sitting in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
Nicole did a fabulous dog with our 2 pugs. She is meticulous and shows up on time, every time. Our one pug can be very finicky and does not like to walk. But Nicole is patient and gentle. She always follows my instructions. The dogs love her. I would highly recommend her. She did drop in visits to let the dogs out of their crates, when I was gone from home 8 hours. She also sat outside, under their favorite tree, and let them observe their world.
Sarah was a wonderful dog sitter for our two older large dogs. She is warm & caring. Sarah was prompt on her visits & sent great pictures of our dogs. We felt very relieved to know that they were being so well taken care of. We will definitely use her to watch them in the future!
This was my first time using Rover to have someone check on my dogs. I was a bit nervous of how it would go since my dogs get scared easily of new people, but Karen was very patient and attentive with them and overall did a fantastic job! She provided updates during each of the check ins and bonded with the dogs as the days went by. I would 100% recommend Karen as a dog sitter and if I need someone to watch my dogs again using Rover, Karen would be my first choice!
Anne was absolutely wonderful with our four month old puppy. He loves meeting new people, but is still very energetic (and teething). She was very patient with him and added in lots of playtime to tire him out. We will be highly recommending her to friends and family in the area!
Emily was so trustworthy and kind!! She took such great care of our two dogs on short notice, making sure to give them plenty of love, walks, playtime, and following our complicated pill and feeding routine. We have never felt so comfortable leaving town and will definitely ask for her help again in the future!
E was fantastic in taking care of my high maintenance pup! She was friendly, communicative, punctual, diligent, and followed the exact care instructions provided. My dog is a high flight risk and my booking was somewhat last minute, but none of that was an issue and she was professional throughout. I will definitely be booking her next time I need a drop-in or pet sitter!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Crestwood sitters!Sitters in Crestwood average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Crestwood
Frequently asked questions about Rover
The average cost for Dog Sitting in Crestwood on Rover is $22.47 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 2,719 sitters on Rover offering Dog Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Crestwood stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Crestwood choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Crestwood with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Crestwood. On Rover:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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